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Lysergol → HCID 21156211、化合物

HRID 1905369
ノート
印刷プレビュー

反応式

HRID 1905369 の反応式
[OH:1][CH2:2][C@@H:3]1[CH:18]=[C:17]2[C@@H:7]([CH2:8][C:9]3[C:19]4[C:12](=[CH:13][CH:14]=[CH:15][C:16]2=4)[NH:11][CH:10]=3)[N:5]([CH3:6])[CH2:4]1>C(O)(C)(C)C.FC(F)(F)C(OC(=O)C(F)(F)F)=O>[C:3]([N:11]1[C:12]2[C:19]3[C:9]([CH2:8][C@@H:7]4[C:17]([C:16]=3[CH:15]=[CH:14][CH:13]=2)=[CH:18][C@@H:3]([CH2:2][OH:1])[CH2:4][N:5]4[CH3:6])=[CH:10]1)([CH3:18])([CH3:4])[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 1

HCID 14987Lysergol

生成物 1

HCID 21156211HCID 21156211、化合物収率 122.9%

試薬・触媒・溶媒 2

HCID 6386tert-Butanol溶媒HCID 9845Trifluoroacetic anhydride溶媒

実験手順

To a mixture of 8 g of lysergol in 150 ml of t-butanol, 200 ml of trifluoroacetic anhydride were added dropwise with vigorous stirring. After the solution had been left at room temperature for 90 hours, it was evaporated. The residue was dissolved in water, made alkaline with ammonium hydroxide and the aqueous layer was extracted with ethyl acetate. After removal of the ethyl acetate, the residue was purified by silica gel column chromatography using 1:1 cyclohexane:ethyl acetate for elution to give 6 g of the title compound melting at 181° to 183° C.

後処理

  1. additionwere added dropwise with vigorous stirring
  2. customit was evaporated
  3. dissolutionThe residue was dissolved in water
  4. extractionthe aqueous layer was extracted with ethyl acetate
  5. customAfter removal of the ethyl acetate
  6. customthe residue was purified by silica gel column chromatography
  7. washethyl acetate for elution

出典と根拠

ORDレコード
ord-018c4cb3c78a48df9f21f79c15d632e8
出典データセット
uspto-grants-1989_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04843073

反応ノート

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